Description
Book SynopsisA practical handbook for chemists needing to incorporate functional groups into organic compounds through the formation of carbon-heteroelement bonds. Each chapter centers on a single type of heteroelement and contains an overview of current synthetic approaches.
Table of ContentsPreface ix
Acknowledgments xi
1 Introduction to Practical Functional Group Synthesis 1
1.1 General Approaches for Designing Syntheses 1
1.2 New Versions of “Classic” Organic Reactions 6
1.3 Solvent Selection and Solvent‐Free Reactions 7
1.4 Operational Simplicity 11
1.5 Metal‐Catalyzed Transformations 12
1.6 Organocatalysis 16
1.7 Microwave‐ and Ultrasound‐Assisted Chemistry 17
1.8 Sustainability 25
1.9 Asymmetric Synthesis 32
References 33
2 Preparation of Alcohols, Ethers, and Related Compounds 37
2.1 Preparation of Alcohols, Ethers, and Related Compounds through the Formation of Oxygen–Carbon(sp3) Bonds 37
2.2 Preparation of Phenols, Aryl Ethers, and Related Compounds
through the Formation of Oxygen–Carbon(sp2) Bonds 57
2.3 Preparation of Vinyl Ethers and Related Compounds through the Formation of Oxygen–Carbon(sp2) Bonds 84
2.4 Preparation of Alkynyl Ethers and Related Compounds through the Formation of Oxygen–Carbon(sp) Bonds 114
References 117
3 Synthesis of Amines, Amides, and Related Compounds 123
Alkylamines 123
3.1 Synthesis of Alkylamines and Related Compounds through Nitrogen–Carbon(sp3) Bond‐Forming Reactions 123
3.2 Synthesis of Arylamines and Related Compounds through Nitrogen–Carbon(sp2) Bond‐Forming Reactions 150
3.3 Synthesis of Vinylamines and Related Compounds through Nitrogen–Carbon(sp2) Bond‐Forming Reactions 191
3.4 Synthesis of Ynamides and Related Compounds through Nitrogen–Carbon(sp) Bond‐Forming Reactions 207
References 213
4 Synthesis of Organophosphines, Phosphonates, and Related Compounds 219
4.1 Introduction to the Synthesis of Organophosphorus Compounds Generated through the Formation of Phosphorus–Carbon Bonds 219
4.2 Synthesis of Alkylphosphines and Related Compounds through the Formation of Phosphorus–Carbon(sp3) Bonds 220
4.3 Synthesis of Arylphosphines and Related Compounds through the Formation of Phosphorus–Carbon(sp2) Bonds 338
4.4 Synthesis of Vinylphosphines and Related Compounds through the Formation of Phosphorus–Carbon(sp2) Bonds 398
4.5 Synthesis of Alkynylphosphines and Related Compounds through the Formation of Phosphorus–Carbon(sp) Bonds 441
References 454
5 Synthesis of Thioethers, Sulfones, and Related Compounds 471
5.1 Synthesis of Thioethers and Related Compounds through the Formation of Sulfur–Carbon(sp3) Bonds 471
5.2 Synthesis of Aryl Thioethers and Related Compounds through the Formation of Sulfur–Carbon(sp2) Bonds 481
5.3 Synthesis of Vinyl Thioethers and Related Compounds through the Formation of Sulfur–Carbon(sp2) Bonds 498
5.4 Synthesis of Thioethers and Related Compounds through the Formation of Sulfur–Carbon(sp) Bonds 506
References 510
6 Synthesis of Organoboronic Acids, Organoboronates, and Related Compounds 515
6.1 Synthesis of Alkylboronates and Related Compounds through the Formation of Boron–Carbon(sp3) Bonds 515
6.2 Synthesis of Arylboronates and Related Compounds through the Formation of Boron–Carbon(sp2) Bonds 526
6.3 Synthesis of Vinylboronates and Related Compounds
through the Formation of Boron–Carbon(sp2) Bonds 538
6.4 Synthesis of Alkynylboronates and Related Compounds through the Formation of Boron–Carbon(sp) Bonds 549
References 552
7 Synthesis of Organohalides 557
7.1 Synthesis of Alkyl Halides through the Formation of Halogen–Carbon(sp3) Bonds 557
7.2 Synthesis of Aryl Halides through the Formation of Halogen–Carbon(sp2) Bonds 590
7.3 Synthesis of Vinyl Halides through the Formation of Halogen–Carbon(sp2) Bonds 628
7.4 Synthesis of Alkynyl Halides through the Formation of Halogen–Carbon(sp) Bonds 655
References 670
Index 679
